Water → 3-Methoxy-5-(trifluoromethyl)phenol

HRID 24701

Reaktionsgleichung

Reaktionsgleichung von HRID 24701
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=1)N.N([O-])=[O:15].[Na+].O>Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:15])[CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 6056715-(Trifluoromethyl)-m-anisidineHCID 23668193Sodium Nitrite

Produkt 1

HCID 225717083-Methoxy-5-(trifluoromethyl)phenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
2.5 °C

Versuchsvorschrift

3-Methoxy-5-(trifluoromethyl)aniline. (5 g) was suspended in 20% HCl (200 mL), stirred for 30 min, cooled to 0-5° C. and diazotized with NaNO2 (2.17 g) added in small portions. The mixture was stirred for 30 min at that temperature and added dropwise to boiling water (200 mL). The mixture was refluxed for 15 min, allowed to cool to room temperature and extracted with AcOEt, dried (MgSO4), filtered and evaporated. The residue was then purified by column chromatography (silica gel; eluent: hexane and AcOEt) to give 3-methoxy-5-(trifluoromethyl)phenol (3.6 g)

Aufarbeitung

  1. additionadded in small portions
  2. stirringThe mixture was stirred for 30 min at that temperature
  3. additionadded dropwise
  4. temperatureThe mixture was refluxed for 15 min
  5. temperatureto cool to room temperature
  6. extractionextracted with AcOEt
  7. dry with materialdried (MgSO4)
  8. filtrationfiltered
  9. customevaporated
  10. customThe residue was then purified by column chromatography (silica gel; eluent: hexane and AcOEt)

Quellen und Nachweise

ORD-Eintrag
ord-9cde3221516a4fd4859bf0e37d0bf15d
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06855843B2

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